First Time With An Older Woman

I just wanted to share with you my first experience with an older woman. It happened last week. I met her in a bar here in Las Vegas, she was 39 and very hot. We got talking and ended up in her hotel room. I warned her I was well hung while she was taking my top off, she reacted in the same way I have seen before, that shocked wide eyed look. she said she had never had one so big before but she was very keen to try it. I have never had a lady all over me like she was. she was very passionate and she had so many orgasms. I can honesty say it was the best sex I have ever had, she did what no other girl I have been with could do, she took my whole length and wanted it hard. I normally try to be gentle but after a few moments she did not want that.

Sadly she left town the following day but she has promised to call me when she comes back again. After that experience I think I will stick with the older gals from now on. I was interested to know how many of you women on this forum have been with younger guys and any tips you could give me for the future?

I'm an older woman by 10 years to my big guy and to be honest the age thing just does not enter the bedroom. Its about us having fun together. Mind you he works out and keeps his body and himself very fit which has been an inspiration to me to do the same...for one thing I need the stamina to keep up with all his energy.:smile:

Im 27 and my partner is 18 almost 19.
He was a virgin when i met him and i have only been with guys my age or older. But from my point i like that he's younger, he has the youthful energy and loves when i teach him what to do

Gold Member

I've had a couple experiences with younger guys, due primarily to the confidence I gained from being here. In my opinion, it's a great way for a younger man to learn the "trade secrets" of great sex pleasuring a woman who won't be afraid to tell you what she likes. You walk away from it knowing how to bring a woman to orgasm (a thing many men never learn!) and she walks away with a huge smile on her face, all good.

Gold Member

Welcome to the Older Woman/Younger Man
Club. As you saw for yourself, it makes for
extremely satisfying sex for both parties. If
she has lots of orgasms it sounds like you
do not need any advice, just enjoy the new
world you've discovered. It's amazing. :wink:

$5 says she's married and just having fun while on her business trips...

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From how it sounds I'd agree. But as MadameZora said, I suppose that's fine as long as both of you are OK with it and having a good time.
As for me, yup I've had some experience with younger guys. At present I'm mighty high on the idea, since for the past couple months I've been in a friendship/fuckbuddy relationship with a 24 y/o fellow who is probably the best lover I've ever had and has meant for me a steady supply of multi-orgasmic pleasure fests :biggrin1: :tongue: Indeed there is plenty of satisfying sex to be had by both the older woman and younger man in such arrangements! And from what it sounds like both of you got plenty out of it and she did too. Congrats!

Gold Member

Married or not, remember that a lot of fooling around with spouses not one's own is going on during business trips, and that a stale taste is something one can live with, as long as nobody knows. Better remember the obviously good sex you two had, and that you gave her an experience she won't make so often.

Now that you've had a taste, do you like "older" women better than girls your age, in bed at least? If that's true for you, don't hesitate to go for it at the next opportunity. Good luck, stud!

Thanks for all your comments. She said she was not married but you could be right. I have lived here long enough to know that what happens in Vegas, stays in Vegas.

Claire you are right, I hope I will get together with an older woman again, it was by the far the best I have had. It was far more intense than anything before, which due to my size has never seemed easy. Don't Know about that Stud bit though!!!!

Man sounds like a fun time bro! I had a similar experience when i was 18, she was 29. I was the biggest she had been with, which kinda surprised me bc im sure their are many people over 8 out their, she kept syaing, oh man its so fat! LMAOOoooo! We both LOVED it. I wish we could still meat but ive lost contact with her. Awesome experience that lasted a few months and she definately taught me a thing or two:tongue:

i was 22 and she was mid-thirties. I learnt more about sex and the mysteries of the female form in that one night than I had done in the 6 years previous. I have her to thank for showing me the way to mutual satisfaction!

Gold Member

I just wanted to share with you my first experience with an older woman. It happened last week. I met her in a bar here in Las Vegas, she was 39 and very hot. We got talking and ended up in her hotel room. I warned her I was well hung while she was taking my top off, she reacted in the same way I have seen before, that shocked wide eyed look. she said she had never had one so big before but she was very keen to try it. I have never had a lady all over me like she was. she was very passionate and she had so many orgasms. I can honesty say it was the best sex I have ever had, she did what no other girl I have been with could do, she took my whole length and wanted it hard. I normally try to be gentle but after a few moments she did not want that.

Sadly she left town the following day but she has promised to call me when she comes back again. After that experience I think I will stick with the older gals from now on. I was interested to know how many of you women on this forum have been with younger guys and any tips you could give me for the future?

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Congratulations big guy! It sounded like a great time, even if she did have to go back to "Cleveland" the next day. Being a monogomous married man means I'm left with vicarious thrills as reported by studs like you. ( Damn, maybe I'll change into a Mormon; they can have like 37 wives! Hmm, but then I'd have to pay for 37 wives. Aw heck it's better this way.)

Tell me, what hotel was she in? I mentally picture a Bellagio Babe as sort of...well...Sharon Stone like and a Palms Princess as being a fun beach babe and a Hooters Hotel and Casino Honey as kind of mobile home like? Come to think of it, I want to see if the old San Remo has mophed into a big orange hotel with an owl on top.:smile:

Gold Member

Titan, I'd suggest you to read some of the older YMOF threads in this board section, the most recent has been started by me, I think. You should see yourself in some of the matters described there.

As for tips, I can only tell you again, try to date more "older" women. God, I hate to talk of "older", but I guess you know what I mean. Not all of them will respond to your approaches, and from those you get, not all will be better in bed than younger women, but the only thing you can do in this sector is try, try, try.

And I'll give you one more tip. As good as you have been that night with her, if I was you, I'd not expect a phone call. Let's assume she was disguising the truth a little as she told you she wasn't married, then what if her conscience kicks in? Or what if she's a great actress, who does this all the time actually? She certainly won't tell you. I don't want to spoil your fun, but before the congratulating and euphory start to foam over, I just have to play the advocatus diaboli here.